Gold-catalyzed multicomponent synthesis of aminoindolizines from aldehydes, amines, and Alkynes under solvent-free conditions or in water

被引：283

作者：

Yan, Bin ^{[1
]}

Liu, Yuanhong ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organometallic Chem, Shanghai 200032, Peoples R China

来源：

ORGANIC LETTERS | 2007年 / 9卷 / 21期

关键词：

D O I：

10.1021/ol701886e

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A goid(III)-catalyzed multicomponent coupling/cycloisomerization reaction of heteroaryl aldehydes, amines, and alkynes under solvent-free conditions or in water has been developed. This methodology provides rapid access to substituted aminoindolizines with high atom economy and high catalytic efficiency. Especially, the coupling of enantiomerically enriched amino acid derivatives produces the corresponding N-indolizine-incorporated amino acid derivatives without loss of enantiomeric purity.

引用

收藏

页码：4323 / 4326

页数：4

相关论文

共 48 条

[1]

[Anonymous], 1984, Comprehensive Heterocyclic Chemistry, II

[2] Multiple-component condensation strategies for combinatorial library synthesis [J].

Armstrong, RW ;

Combs, AP ;

Tempest, PA ;

Brown, SD ;

Keating, TA .

ACCOUNTS OF CHEMICAL RESEARCH, 1996, 29 (03) :123-131

[3]

Bienaymé H, 2000, CHEM-EUR J, V6, P3321, DOI 10.1002/1521-3765(20000915)6:18<3321::AID-CHEM3321>3.0.CO

[4]

2-A

[5] Hydroxyapatite supported copper catalyst for effective three-component coupling [J].

Choudary, BM ;

Sridhar, C ;

Kantam, ML ;

Sreedhar, B .

TETRAHEDRON LETTERS, 2004, 45 (39) :7319-7321

[6]

ENDO Y, 1984, CHEM PHARM BULL, V32, P358

[7] Synthesis, conformation, and biological activity of teleocidin mimics, benzolactams. A clarification of the conformational flexibility problem in structure-activity studies of teleocidins [J].

Endo, Y ;

Ohno, M ;

Hirano, M ;

Itai, A ;

Shudo, K .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1996, 118 (08) :1841-1855

[8] Enantioselective, copper(I)-catalyzed three-component reaction for the preparation of propargylamines [J].

Gommermann, N ;

Koradin, X ;

Polborn, K ;

Knochel, P .

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2003, 42 (46) :5763-5766

[9] Biocatalysis in supercritical fluids, in fluorous solvents, and under solvent-free conditions [J].

Hobbs, Helen R. ;

Thomas, Neil R. .

CHEMICAL REVIEWS, 2007, 107 (06) :2786-2820

[10] SYNTHESES OF 2-(3,4-DIMETHOXYPHENYL)ETHYLAMINE DERIVATIVES AND THEIR ANTIULCER ACTIVITIES [J].

HOSOKAMI, T ;

KURETANI, M ;

HIGASHI, K ;

ASANO, M ;

OHYA, K ;

TAKASUGI, N ;

MAFUNE, E ;

MIKI, T .

CHEMICAL & PHARMACEUTICAL BULLETIN, 1992, 40 (10) :2712-2719

← 1 2 3 4 5 →